 | |
| Names | |
|---|---|
| Preferred IUPAC name 3-(Dibutylamino)propyl 4-aminobenzoate | |
| Identifiers | |
3D model (JSmol) | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.005.214 |
| UNII | |
| |
| |
| Properties | |
| C18H30N2O2 | |
| Molar mass | 306.450 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Butacaine is a white crystallineester used as alocal anesthetic.[1] It was first marketed in the 1920s.[1]
The addition of metallicsodium to a mixture ofallyl alcohol (1) anddibutylamine (2)[2] gives theconjugate addition product 3-dibutylamino-1-propanol (3). Reaction of this intermediate with p-nitrobenzoyl chloride (4) gives the ester5. ABéchamp reduction of the nitro group completes the synthesis of butacaine (6).[3][4][5][6][7][8]
